Pyridine → N-(3-nitro-4-methylphenyl)-3-morpholinobenzamide

HRID 1369500ノート

反応式

HRID 1369500 の反応式
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10](Cl)=[O:11])[CH2:3][CH2:2]1.[CH3:16][C:17]1[CH:23]=[CH:22][C:20]([NH2:21])=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25].N1C=CC=CC=1>C(Cl)Cl>[N+:24]([C:18]1[CH:19]=[C:20]([NH:21][C:10](=[O:11])[C:9]2[CH:13]=[CH:14][CH:15]=[C:7]([N:4]3[CH2:5][CH2:6][O:1][CH2:2][CH2:3]3)[CH:8]=2)[CH:22]=[CH:23][C:17]=1[CH3:16])([O-:26])=[O:25]

参加物

5

反応物 3

HCID 1049PyridineHCID 83904-Methyl-3-nitroanilineHCID 220579723-Morpholinobenzoyl chloride

生成物 1

HCID 22057949N-(3-nitro-4-methylphenyl)-3-morpholinobenzamide収率 83.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 3-morpholinobenzoyl chloride (0.24 g) in methylene chloride (5 ml) was added to a stirred mixture of 4-methyl-3-nitroaniline (0.15 g), pyridine (0.24 ml) and methylene chloride (10 ml). The reaction mixture was stirred at ambient temperature for 16 hours. The organic phase was washed with water and with a saturated aqueous sodium bicarbonate solution. The organic layer was dried (MgSO4) and evaporated. The residual solid was triturated under diethyl ether and the resultant solid was isolated and dried to give N-(3-nitro4-methylphenyl)-3-morpholinobenzamide (0.28 g); NMR: (DMSOd6) 3.2 (t, 4H), 3.3 (s, 3H), 3.78 (t, 4H), 7.19 (s, 1H), 7.4 (m, 2H), 7.47 (d, 2H), 8.0 (d, 1H), 8.83 (s, I1H), 10.23 (s, 1H).

後処理

  1. washThe organic phase was washed with water and with a saturated aqueous sodium bicarbonate solution
  2. dry with materialThe organic layer was dried (MgSO4)
  3. customevaporated
  4. customThe residual solid was triturated under diethyl ether
  5. customthe resultant solid was isolated
  6. customdried

出典と根拠

ORDレコード
ord-6888ee187b9c4c9694b7643323812302
出典データセット
uspto-grants-2003_06
特許番号
US06579872B1

反応ノート

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